Looking for the best trails around The Meadows?

Explore the best rated trails in The Meadows, FL, whether you're looking for an easy walking trail or a bike trail like the Boca Grande Bike Path and Cape Haze Pioneer Trail . With more than 28 trails covering 280 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Oldsmar Trail

ROUTE VS TRAIL

September, 2026 by lapierce

UP front - only rode the southern portion below SR 580. I bike Pinellas trails routinely (bike commute daily) with various styles of pedal power. Chose recumbent trikes for this one. Started at Mobley Bay park. Spent a good part of the trip wandering and looking for the "trail". Turns out, the southern portion of the route is sidewalk and not traditional trail like you find in the rest of the county. There are portions of trail around the parks. Since we were on our low-slung recumbents - we don't typically challenge major traffic intersections and after observing for a couple of light cycles, decided to turn around rather than risking crossing SR 580/Forest Lakes intersection. This section of the route is adequate and excellent for walkers and runners, BUT - it's a bike route through a neighborhood. Looking at the portion above (north) of 580 (we also drove along some of it by car), it looks to be more traditional trail and gets off into some less urban area. NOT WELL MARKED!

Fort Desoto Island Park Trail

Pleasant ride with a nice breeze

September, 2026 by lszymanska07

Great path for a long peaceful bike ride. We went on a very hot early September day after lunch and the breeze did help provide some coolness but the lack of shade definitely wasn’t as helpful. The park area is very serene but not as many beach views as I was hoping for. Parking is $6 now inside Fort de Soto park, but you should be able to park for free outside the park and ride to the park as there are paths every where. Super convenient restroom inside the park as well as beach access.

Courtney Campbell Trail

beautiful views on a wide path

September, 2026 by lszymanska07

This was the perfect area to go on a 10+ mile bike ride. Some riders were going at a casual pace while others were racing by. Lots of walkers/runners as well but it didn’t feel too crowded on a hot Sunday morning. Thankfully there was lots of room on the wide path. There is a bit of incline on the bridge but most of the ride is pretty flat. The highway noise is a bit annoying but the views of the bay are unbelievable. Will definitely do this path gain!

Accordion

Legacy Trail (FL)

Started at Shamrock Park. Plenty of parking. The trail is exceptional. Turtles, snakes and iguanas....Diverse landscape.

July, 2026 by donnagesualdi

Started at Shamrock Park. Plenty of parking. The trail is exceptional. Turtles, snakes and iguanas....Diverse landscape.

Upper Tampa Bay Trail

Annoyance

June, 2026 by iggyromy

Teenagers and adult are now frequent with E bikes and motorize dirtbike
including golf Cart off wilsky's trail head. Racing off the grassfield and excessive speed on pave trails while other users are presents i am one of them. I am bringing this to your attention because i think it's getting out of control as a matter it is in my opinion. I have'nt notice any park official addressing this issue. I have seen your notice sign and this people seem to ignore it or dont see it. For the passed two months now they congregate @ 6PM till dark at the water stop. Thank You for attention.

Upper Tampa Bay Trail

Hands Down Best Trail!

April, 2026 by gail.marie.anthony

Beautiful trail. We started at Peterson Park on the North end of the south half of this trail. It had all we look for in a good ride. Restroom at the trailhead, only one big intersection, wide paved trail through a covered quiet wooded area (mostly) and smiling congenial bikers and walkers. 14 miles there and back. After 365 miles this trip to Florida, it was the best trail!

Ream Wilson Clearwater Trail

Bridge is Blocked by US 19

April, 2026 by zachillac

Detour due to bridge closure. I was planning to connect to Bayshore and then the Courtney Campbell. ¿

Punta Gorda Harborwalk

It opened recently. Its a great trail to walk or ride. Some areas have a lot of people. Then from Fisherman's Village you can follow a trail thru Punta Gorda.

April, 2026 by cboggs2032

It opened recently. Its a great trail to walk or ride. Some areas have a lot of people. Then from Fisherman's Village you can follow a trail thru Punta Gorda.

Longboat Key Bike Trail

Not a Trail

April, 2026 by tbobx

This is not a trail. This is a bike lane on a two lane road on a busy barrier island. In snowbird season it is more crowded with cars.

Bayshore Linear Park Trail

Pleasant Way to Spend the Morning

March, 2026 by robjonn

The paved trail is wide and accommodates its users. My running app indicated the distance is a bit less than 4.5 miles (closer to 4.1) but it was a nice way to spend the morning.

North Bay Trail

Wonderful Trail

February, 2026 by psoukup

We rode this for the first time today. It was cooler outside so not too many people. It was beautiful!! Highly recommend if you’d like an easy ride.

Courtney Campbell Trail

Beautiful ride across the bay

February, 2026 by mizzoucat87

I grew up driving over this bridge with my parents. It was great fun to ride my bicycle over it as an adult. We parked at Cooper’s Bayou just east of the bridge entryway—a good place to park and ride the entire trail. Whiskey Joe’s was a fun place to eat/drink. Be prepared for crowds there on good weather days. I will ride this trail again next year.

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Accordion

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